Tetrahedron Letters p. 658 - 662 (2017)
Update date:2022-08-03
Topics: Oxidation Green chemistry Column chromatography Yield NMR spectroscopy Bromination TLC (thin-layer chromatography) Workup Reaction Optimization Photocatalyst Solvent Effect One-pot preparation Radical intermediate Reaction quenching
Natarajan, Palani
Manjeet
Kumar, Naveen
Devi, Sapna
Mer, Kalyani
A novel visible-light (blue LEDs: hν?=?425?±?15?nm) photocatalyzed one-pot method for the synthesis of electronically diverse aryl glyoxals in good to excellent yields from acetoarylones and green regents such as air, vitamin C and dioxane dibromide has been described. In addition, an application of the current methodology has been demonstrated for the oxidation of monoamine oxidase-B inhibitors, i.e., 1-(4-((4-fluorobenzyl)oxy)phenyl)ethanone and 1-(3-((4-chlorobenzyl)oxy)phenyl)ethanone. This finding may serves as a valuable alternative to the traditional acetoarylones oxidation reactions conducted using selenium dioxide a harmful and unselective reagent known to simultaneously oxidize allylic, benzylic, [sbnd]CH3and so on.
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